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5 Bedroom Houses for Sale in Caledon ON

Showing results 1 - 30 of 45

Discover top-of-the-line 5 bedrooms houses for sale in Caledon on Square Yards Canada, offering styles and price ranges to suit every preference. Our listings feature standard and luxury 5 bedrooms homes in some of the most sought-after neighbourhoods. You can browse a comprehensive collection of 5-bedroom homes, filtering by price, age, and amenities to find your perfect match. With over 45 properties available, explore 5 bedrooms house prices in Caledon to locate a home that fits your needs. Our listings are equipped with detailed brochures and various filters for different surface areas, ensuring you can effortlessly find your ideal 5 bedrooms houses for sale in Caledon.

Last Updated: September 27, 2026

38 Photos

60 Stowmarket Street, Peel, ON , MLS #W13814774 , Image - 1

60 Stowmarket Street Rural Caledon, Caledon, Peel, ON MLS® W13814774

Residential Freehold (Detached)

$1449000.0

5 Beds
6 Baths
3000-3500 sq-ft

Welcome to 60 Stowmarket Street, Caledon! This stunning upgraded 5-bedroom, 6-bathroom detached home offers exceptional space, style, and functionalit

Open House : Sun Sep 27, 01:00 PM to 04:00 PM

18 Photos

18584 The Gore Road, Peel, ON , MLS #W13827282 , Image - 1

18584 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13827282

Residential Freehold (Detached)

$2400000.0

5 Beds
4 Baths
3000-3500 sq-ft

One Of Caledon's Most Scenic, Stunning Properties. Set Privately, Bordered By Mature Trees & Forest Yet Open To The 28 Acres Of Rolling Hills & Trails

47 Photos

48 Wishing Well Crescent N, Peel, ON , MLS #W13697100 , Image - 1

48 Wishing Well Crescent N Rural Caledon, Caledon, Peel, ON MLS® W13697100

Residential Freehold (Detached)

$1269000.0

Price drop by 1.6%

5 +1 Beds
5 Baths
2500-3000 sq-ft

Step into this stunning 5-bedroom, 5-washroom detached home in Caledon's prestigious Southfield Village, offering an impressive 4,050 sq. ft total . F

28 Photos

85 James Walker Avenue, Peel, ON , MLS #W13745660 , Image - 1

85 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W13745660

Residential Freehold (Detached)

$1399999.0

5 +1 Beds
3 Baths
3500-5000 sq-ft

Don't miss out this prime location!! Located in the heart of Caledon, this beautiful home offers about 3650 sq. ft. of living space with 5 spacious be

50 Photos

16718 Caledon King Townline N, Peel, ON , MLS #W13428300 , Image - 1

16718 Caledon King Townline N Palgrave, Caledon, Peel, ON MLS® W13428300

Residential Freehold (Detached)

$2998000.0

5 Beds
2 Baths
3500-5000 sq-ft

Welcome To 16718 Caledon King Townline N An Exceptional Opportunity To Own A Private Country Estate On Nearly 25 Acres In Prestigious Palgrave. Tucked

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

39 Photos

95 Pembrook Street, Peel, ON , MLS #W13830262 , Image - 1

95 Pembrook Street Bolton East, Caledon, Peel, ON MLS® W13830262

Residential Freehold (Detached)

$1649999.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to this brand new 3581 sqft, luxury home located in one of Bolton's most desirable, family-friendly neighbourhoods. Situated on a premium 48 f

48 Photos

16 Tanglewood Drive, Peel, ON , MLS #W13829062 , Image - 1

16 Tanglewood Drive Rural Caledon, Caledon, Peel, ON MLS® W13829062

Residential Freehold (Detached)

$1499500.0

5 +1 Beds
7 Baths
3500-5000 sq-ft

Welcome to an exceptional over 5,000 sq. ft. estate home set on 2.5 private acres in sought-after Tamarack Estates, just minute from Orangeville. Offe

50 Photos

14411 Innis Lake Road, Peel, ON , MLS #W13824902 , Image - 1

14411 Innis Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13824902

Residential Freehold (Detached)

$1499000.0

5 +1 Beds
4 Baths
2500-3000 sq-ft

** 2 Acres Prime Lot....Welcome To 14411 Innis Lake Rd - An Exceptional 4 Level Side Split With 5 Bedrooms & 4 Bath Offering Over 3,000+ Sq Ft Of Beau

44 Photos

27 Cedar Drive, Peel, ON , MLS #W13822806 , Image - 1

27 Cedar Drive Rural Caledon, Caledon, Peel, ON MLS® W13822806

Residential Freehold (Detached)

$2225000.0

5 Beds
3 Baths
3000-3500 sq-ft

Magnificent Georgian Estate in Prestigious Caledon! Welcome to an extraordinary 5-bedroom, 3-bathroom Georgian fieldstone estate on 2.6 private acres,

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

43 Photos

18785 The Gore Road, Peel, ON , MLS #W13565596 , Image - 1

18785 The Gore Road Rural Caledon, Caledon, Peel, ON MLS® W13565596

Residential Freehold (Detached)

$4750000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Now Offered at $4,750,000. A rare opportunity in Caledon's prestigious luxury estate market, this exceptional custom residence has been strategically

36 Photos

7 Walton Drive, Peel, ON , MLS #W13819302 , Image - 1

7 Walton Drive Palgrave, Caledon, Peel, ON MLS® W13819302

Residential Freehold (Detached)

$2999995.0

5 +2 Beds
6 Baths
3000-3500 sq-ft

Welcome to 7 Walton Drive in Palgrave Estates on Over 2 Acres, This House has 7 Bedrooms, 6 Bathroom, Finish Walkout Basement, Stunning Panoramic View

50 Photos

1666 Spruce Drive, Peel, ON , MLS #W13817188 , Image - 1

1666 Spruce Drive Caledon Village, Caledon, Peel, ON MLS® W13817188

Residential Freehold (Detached)

$1298000.0

5 Beds
3 Baths
1500-2000 sq-ft

An entertainer's paradise in the Village of Caledon, this 5-bed, 2.5-bath offers a vast yard to play in and has a private circular drive with ample pa

47 Photos

48 Edmund Street, Peel, ON , MLS #W13705594 , Image - 1

48 Edmund Street Alton, Caledon, Peel, ON MLS® W13705594

Residential Freehold (Detached)

$1869000.0

5 +3 Beds
6 Baths
3000-3500 sq-ft

Welcome to this beautifully lanscaped, bright, well maintained 5 Bedroom with 6 Bathroom Home. It boasts 3 kitchen and 2 separate in-law type living s

1 Photos

70 Royal Fern Crescent Rural Caledon, Caledon, Peel, ON MLS® W13789466

Residential Freehold (Detached)

$1299900.0

5 Beds
4 Baths
3000-3500 sq-ft

//3061 Sq Feet - 2022 Built// ** Rare To Find 5 Bedrooms Detached House In Prestigious Southfields Caledon Community! First Time Offered For Sale-- 3

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

50 Photos

4 Madawaska Road, Peel, ON , MLS #W13805942 , Image - 1

4 Madawaska Road Rural Caledon, Caledon, Peel, ON MLS® W13805942

Residential Freehold (Detached)

$1490000.0

5 Beds
5 Baths
3000-3500 sq-ft

Luxury Redefined In Prestigious Rural Caledon! Stunning Juniper Model Ele-C Situated On A Premium Ravine Lot, Featuring Soaring 10-Ft Main Floor & 9-F

50 Photos

20 Stinson Street, Peel, ON , MLS #W13210558 , Image - 1

20 Stinson Street Palgrave, Caledon, Peel, ON MLS® W13210558

Residential Freehold (Detached)

$3799000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Exquisite Custom-Built Luxury Estate Situated On A Private 2-Acre Lot In Prestigious Palgrave, Offering Breathtaking Views And Unmatched Privacy. Buil

1 Photos

50 Stratford Drive Rural Caledon, Caledon, Peel, ON MLS® W13742038

Residential Freehold (Detached)

$1999900.0

5 +3 Beds
6 Baths
3500-5000 sq-ft

Welcome To 50 Stratford Drive, Caledon. A Luxury Residence Where Timeless Elegance Meets Modern Sophistication. Offering Approx. 3,713 Sq. Ft. Of Exce

50 Photos

14 Richard Oxtoby Road, Peel, ON , MLS #W13210390 , Image - 1

14 Richard Oxtoby Road Caledon East, Caledon, Peel, ON MLS® W13210390

Residential Freehold (Detached)

$1525000.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

An archetype of modern scale and sophisticated design by Brookfield Residential, this exceptional 4,550 square foot above-grade residence stands as a

41 Photos

6425 Old Church Road, Peel, ON , MLS #W13780834 , Image - 1

6425 Old Church Road Caledon East, Caledon, Peel, ON MLS® W13780834

Residential Freehold (Detached)

$1999900.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

Exceptional newer custom-built residence offering 4,088 sq. ft. above grade, thoughtfully designed w/ premium finishes, timeless elegance & endless po

46 Photos

44 Daisy Meadow Crescent, Peel, ON , MLS #W13744232 , Image - 1

44 Daisy Meadow Crescent Caledon East, Caledon, Peel, ON MLS® W13744232

Residential Freehold (Detached)

$1899000.0

5 +3 Beds
8 Baths
3500-5000 sq-ft

Welcome to this exceptional approximately 4400 square foot luxury residence, plus a legal two bedroom basement apartment, ideally situated in the peac

50 Photos

84 Kennedy Road, Peel, ON , MLS #W13771530 , Image - 1

84 Kennedy Road Cheltenham, Caledon, Peel, ON MLS® W13771530

Residential Freehold (Detached)

$2899000.0

5 +1 Beds
6 Baths
5000 + sq-ft

Timeless elegance meets impeccable craftsmanship in this stunning Cheltenham estate. A rare find, this beautifully built 5+1 bed, 6 bath home in the s

50 Photos

3285 Beech Grove Side Road, Peel, ON , MLS #W13767138 , Image - 1

3285 Beech Grove Side Road Rural Caledon, Caledon, Peel, ON MLS® W13767138

Residential Freehold (Detached)

$3450000.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

The Beech House stands well back on 2.55 wooded acres, screened from the road. A modern house of more than 4,000 square feet, rebuilt from the studs o

40 Photos

19139 Heart Lake Road, Peel, ON , MLS #W13545594 , Image - 1

19139 Heart Lake Road Rural Caledon, Caledon, Peel, ON MLS® W13545594

Residential Freehold (Detached)

$1190000.0

Price drop by 7.8%

5 Beds
3 Baths
2000-2500 sq-ft

Welcome to this beautifully renovated detached family home situated on a premium 1+ acre lot with spectacular views. Offering 5 spacious bedrooms and

50 Photos

58 Petch Avenue, Peel, ON , MLS #W13752624 , Image - 1

58 Petch Avenue Rural Caledon, Caledon, Peel, ON MLS® W13752624

Residential Freehold (Detached)

$1479000.0

5 +2 Beds
6 Baths
3000-3500 sq-ft

Absolute gorgeous 5 Bedroom with finished legal basement with separate entrance .Near Mayfield/McLaughlin Rd. 2 Garage Detached House. Double Door Ent

48 Photos

32 Brawton Drive N, Peel, ON , MLS #W13659096 , Image - 1

32 Brawton Drive N Palgrave, Caledon, Peel, ON MLS® W13659096

Residential Freehold (Detached)

$1398000.0

Price drop by 2.1%

5 +2 Beds
4 Baths
2500-3000 sq-ft

Welcome to 32 Brawton Drive in Caledon (Palgrave)-a beautifully newly renovated two-storey home offering modern comfort, fresh updates, and excellent

2 Photos

87 James Walker Avenue, Peel, ON , MLS #W13670942 , Image - 1

87 James Walker Avenue Caledon East, Caledon, Peel, ON MLS® W13670942

Residential Freehold (Detached)

$1690000.0

5 Beds
6 Baths
3500-5000 sq-ft

Welcome to this exceptional luxury residence in the prestigious Castles of Caledon community in Caledon East. Situated on a premium 44-foot lot, this

1 Photos

146 Newhouse Boulevard Rural Caledon, Caledon, Peel, ON MLS® W13729248

Residential Freehold (Detached)

$1149000.0

5 Beds
7 Baths
3000-3500 sq-ft

Welcome to this exceptional 5-bedroom detached home offering approx. 3,400 sq. ft. of elegant living space. Featuring a grand double-door entry, 9-ft

48 Photos

7 Dolan Drive, Peel, ON , MLS #W13570924 , Image - 1

7 Dolan Drive Palgrave, Caledon, Peel, ON MLS® W13570924

Residential Freehold (Detached)

$2375000.0

5 Beds
7 Baths
3500-5000 sq-ft

Welcome to 7 Dolan Drive, an exceptional executive estate in the heart of picturesque Palgrave. Offering nearly 5,000 sq. ft. of luxurious living spac

19 Photos

68 Stowmarket Street, Peel, ON , MLS #W13680564 , Image - 1

68 Stowmarket Street Rural Caledon, Caledon, Peel, ON MLS® W13680564

Residential Freehold (Detached)

$1449900.0

5 Beds
6 Baths
3000-3500 sq-ft

Absolutely Stunning Detached Home In Highly Desirable SouthFields Village, Caledon! This Immaculate 5-Bedroom, 6-Bathroom Residence Offers An Exceptio

37 Photos

5809 Beech Grove Side Rd Side Road, Peel, ON , MLS #W13626786 , Image - 1

5809 Beech Grove Side Rd Side Road Rural Caledon, Caledon, Peel, ON MLS® W13626786

Residential Freehold (Rural Residential)

$9950000.0

5 +4 Beds
7 Baths
5000 + sq-ft

Situated on a prime 46+ acre corner lot with 10,000 sq ft + custom built luxury ranch bungalow. The main house has 9 bedrooms, 7 bathrooms inclusive o

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